Enhanced diastereoselectivity of an ene hydroperoxidation reaction by confinement within zeolite Na-Y; a stereoisotopic study
2001; Elsevier BV; Volume: 42; Issue: 34 Linguagem: Inglês
10.1016/s0040-4039(01)01170-4
ISSN1873-3581
AutoresManolis Stratakis, Giannis Kosmas,
Tópico(s)Organic Chemistry Cycloaddition Reactions
ResumoThe ene reaction of singlet oxygen with the chiral alkene 2-methyl-5-phenyl-2-hexene in solution is not regioselective and exhibits very poor diastereoselectivity (∼10% d.e.). Within thionin-supported zeolite Na-Y, significant enhancement of product regioselectivity and diastereoselectivity (up to 54% d.e.) was obtained. Higher diastereoselectivity is found if the reaction occurs at the twix relative to the twin methyl group.
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